While we are at it, let's do the same thing for the second step of the mechanism. Again, what is happening with the arrows circled in red below? Cys157 Cys157 Cys157 His296 His296 His296 он он „OH HN, HN HN CO2 CH2 Asn329N" Asn329 Asn329- Cys157 His296 LOH HNN Asn329N O deprotonation of the conjugate acid form of imidazole, followed by general base assistance in decarboxylation O nucleophilic addition of the cysteine side chain to imidazole O decarboxylation coupled with the generation of molecular hydrogen (H2) O general acid catalyzed isomerization covalent attachment of the substrate to the enzyme

While we are at it, let's do the same thing for the second step of the mechanism. Again, what is happening with the arrows circled in red below? Cys157 Cys157 Cys157 His296 His296 His296 он он „OH HN, HN HN CO2 CH2 Asn329N" Asn329 Asn329- Cys157 His296 LOH HNN Asn329N O deprotonation of the conjugate acid form of imidazole, followed by general base assistance in decarboxylation O nucleophilic addition of the cysteine side chain to imidazole O decarboxylation coupled with the generation of molecular hydrogen (H2) O general acid catalyzed isomerization covalent attachment of the substrate to the enzyme

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter24: Catalytic Carbon-carbon Bond Formation

Section: Chapter Questions

Problem 24.36P

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